See Oakland homes at this price ›
| At $650,000 you get | Oakland | Winter Garden |
|---|---|---|
| Square feet | 3,004 | 2,583 |
| Bedrooms | 4 | 4 |
| Year built | 2011 | 2019 |
| Has a pool | 40.0% | 15.6% |
| Days on market | 61 | 44 |
What the table actually means
Space versus age is the trade. Oakland gives you the most house at this number, about 3,004 square feet. Winter Garden gives you the newest, a median build year of 2019. You are choosing which one you care about, because at $650,000 you are not getting both.
The pool number surprises people. 40.0% of sales in this range in Oakland had a private pool, against 15.6% in Winter Garden. If a pool matters, that single line should probably decide where you look.
Before you use these numbers
Medians describe a market, not a house. A specific street, a specific school zone, or a lot backing a preserve can move a price well outside these figures. Use this to pick where to look, then get a real read on the individual home.
See what is actually for sale right now
The numbers above are closed sales. These are the homes on the market today in that same price range:
Oakland
single family homes ›
Winter Garden
single family homes ›townhomes ›
Questions about a specific address, or want the same cut run on a different budget or a different set of towns? Call or text Brenden Rendo at 407-616-9019.
Source. Stellar MLS closed sales, the 12 months ending October 9, 2026, single family homes only, filtered to listings cleared for public display. Condos, townhomes and manufactured homes are excluded because they pull a city median well below what a house costs. Data believed accurate but not guaranteed. Refreshed quarterly, current as of October 9, 2026.